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Summary
The reactivity of gangliosides with superoxide anion (O2•-) and hydroxyl radical (HO•) was evaluated by ESR spin-trapping using 5,5-dimethyl-1-pyrroline-N-oxide under physiological conditions (1/15 M phosphate buffer, pH 7.4). Gangliosides proved to react with HO• but not with O2•-. The second order rate constants for various gangliosides with HO• ranged from 5 × 109 M−1s−1 to 16 × 109 M−1s−1. The rate constant for tetrasialoganglioside, GQ1b, was about three times higher than that of monosialoganglioside, GM1. The reactivity of gangliosides and asialo-GM1 with HO• was in the order: GQ1b >GT1b >GD1a >GD1b = GM1 ≫ asialo-GM1. The observed high reactivity of gangliosides probably involves the sialyl residues, since sialic acid was shown to be more reactive with HO• than d-glucose under the same conditions.